TOP 10 Best Outdoor enjoyment in Chestertown, Maryland

Chestertown Dog Park is a spacious and well-maintained park located at 100 Schauber Road in Chestertown, Maryland. This park is specifically designed for dogs to enjoy and socialize in a safe and secure environment. With separate areas for small and large dogs, as well as agility equipment and plenty of open space to run and play, Chestertown Dog Park is the perfect place for your furry friend to exercise and have fun. The park is conveniently located in a beautiful natural setting, making it a favorite spot for both locals and visitors to bring their beloved pets for a day of outdoor fun.

Chestertown Landing II is a premier waterfront apartment complex located at 200 Clipper Way in Chestertown, Maryland, United States. Nestled along the scenic Chester River, this community offers luxurious living with stunning views and convenient access to outdoor recreation. Residents can enjoy spacious and modern apartments, top-notch amenities such as a fitness center, swimming pool, and clubhouse, as well as a prime location near shopping, dining, and entertainment options. Experience waterfront living at its finest at Chestertown Landing II.

Welcome to the historic Chestertown bed and breakfast, the Inn at Mitchell House. Rated among the top ten out of 10,000 by "America's Historic Inns," this charming 18th-century manor home is situated on 12 manicured acres between Chestertown and Rock Hall, Maryland. Just a half mile away from the Chesapeake Bay, guests can enjoy the private beach and full services of the Tolchester Marina. Operating year-round, seven days a week, the inn offers six guestrooms, two parlors, a dining room, a screened porch, and numerous fireplaces creating a casual and friendly atmosphere. All rooms and the cottage include modern amenities such as a TV, hairdryer, iron, wireless internet, and use of the 2nd-floor refrigerator. Rates include a full country breakfast for two guests per room.

Wilmer Park is a popular outdoor destination in Chestertown, Maryland, located at 413 South Cross Street. This park offers a variety of amenities for visitors, including Aunt Sarah's Playground, modern art sculptures, a chess table, pavilion, kayak launch site, kayak storage racks, gazebo, benches, and walkways. The large open area in Wilmer Park is frequently used for concerts, outdoor theatre, bocce leagues, festivals, and other events. It is a beautiful spot along the Chester River where locals and tourists alike can enjoy nature and outdoor activities. Don't miss out on all the fun at Wilmer Park!

Tractor Supply Co. is a one-stop shop for all your needs in Chestertown, Maryland. Located at 711 Washington Avenue, this institution offers a wide range of products including food, hardware, home goods, and pet supplies. Whether you're looking for tools for your latest DIY project, pet food for your furry friend, or home decor to spruce up your living space, Tractor Supply Co. has got you covered. With a friendly and knowledgeable staff ready to assist you, shopping at this store is a convenient and enjoyable experience. Visit Tractor Supply Co. today for all your household needs!

Chester River Yacht & Country Club is a prestigious institution located at 7738 Quaker Neck Road in Chestertown, Maryland, United States. This exclusive club offers a luxurious and picturesque setting for members to enjoy a wide range of amenities and activities. From sailing on the beautiful Chester River to playing a round of golf on the pristine course, members can indulge in a variety of leisure pursuits. The club also features exquisite dining options, a state-of-the-art fitness center, and social events throughout the year. With its stunning waterfront location and top-notch facilities, Chester River Yacht & Country Club provides a sophisticated and welcoming atmosphere for those seeking a premier country club experience.

Uncle Charlie's Bistro is a cozy and inviting restaurant located at 834 High Street in Chestertown, Maryland. Our bistro offers a warm and welcoming atmosphere where guests can enjoy delicious and freshly prepared meals. From hearty breakfast options to satisfying lunch and dinner dishes, Uncle Charlie's Bistro is the perfect spot for a casual dining experience. Our menu features a variety of American classics with a modern twist, using locally sourced ingredients whenever possible. Whether you're looking for a quick bite to eat or a leisurely meal with friends and family, Uncle Charlie's Bistro has something for everyone. Come visit us and taste the flavors of Maryland at our charming bistro on High Street.

Welcome to Jellyfish Joel's Beach Bar, located at 22170 Great Oak Landing Road in Chestertown, Maryland, United States. Our bar is not just a place to grab a drink, but a destination for boaters and beach lovers alike. At Jellyfish Joel's, we take pride in caring for your boat with passion and attention to detail. Our newly renovated on-premise accommodations offer comfortable rooms with amenities such as a mini fridge, private bathroom, and access to ice & coffee stations. Guests can enjoy free parking, free Wi-Fi, and access to the beach, outdoor pool, golf course, and more during their stay. The Lodge is open year-round and conveniently located for local events.

Duck Neck Campground is a serene retreat nestled in the heart of Chestertown, Maryland. Located at 500 Double Creek Point Road, this picturesque campground offers a perfect blend of nature and comfort for visitors seeking a peaceful getaway. With a variety of lodging options including cabins, RV sites, and tent camping, guests can enjoy the beauty of the surrounding park while still having all the amenities they need. Whether you're looking to relax by the campfire, explore the nearby hiking trails, or simply unwind in nature, Duck Neck Campground is the ideal destination for outdoor enthusiasts of all ages.

Hooked on the River is a charming store located at 903 Washington Avenue in Chestertown, Maryland. Specializing in all things related to rivers and water activities, this institution is a one-stop shop for outdoor enthusiasts and water lovers. From fishing gear and kayaks to river-themed home decor and gifts, Hooked on the River has everything you need to fully enjoy your time on the water. With knowledgeable staff and a welcoming atmosphere, this store is a must-visit for anyone looking to explore the beauty of Maryland's rivers.

The Washington College Campus Garden is a beautiful and sustainable outdoor space located in Chestertown, Maryland. This institution is dedicated to promoting environmental stewardship and providing hands-on learning opportunities for students. The garden features a variety of plants, flowers, and vegetables that are tended to by students and faculty members. Visitors can enjoy the peaceful surroundings and learn about the importance of sustainable agriculture and gardening practices. The Washington College Campus Garden is a vibrant and educational space that serves as a hub for environmental awareness and community engagement.